Reactions of p-quinone monoimines with lawesson reagent and phosphorus pentasulfide

2, 4-Bis-(4-methoxyphenyl)-1, 3, 2, 4-dithiadiphosphetane-2, 4-disulfide [Lawesson reagent (LR)] 1 reacts with p-quinone monoimine- 2a to give the novel benzo-1,3,2-oxathiaphosphol-5-(methanesulfonamido)-2-(4-methoxyphenyl)-2-sulfide 4 . On the other hand, the reaction of 2b and 3 with LR 1 leads to the formation of the benzo- and the naphtho-1,3,2-dithiaphosphol-5 -(benzenesulfonamido)- 2- (4-methoxyphenyl) -2-sulfide 5 , 6 . Thiation of 2a , 2b , and 3 with P₄S₁₀ yields phenoxathiin derivatives 8a , 8b , and 9 , respectively. The identity of the new products is established from analytical and spectroscopic evidence.